US20110005428A1 - Silver organo-sol ink for forming electronically conductive patterns - Google Patents

Silver organo-sol ink for forming electronically conductive patterns Download PDF

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US20110005428A1
US20110005428A1 US12/065,662 US6566208A US2011005428A1 US 20110005428 A1 US20110005428 A1 US 20110005428A1 US 6566208 A US6566208 A US 6566208A US 2011005428 A1 US2011005428 A1 US 2011005428A1
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silver
organo
sol ink
solution type
ink
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US7976737B2 (en
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Soon Yeong Heo
Dong Sung Seo
Eun Ji Lee
Hyun Myung Jang
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Yapex Inc
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Exax Inc
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Priority claimed from KR1020050095625A external-priority patent/KR100587402B1/en
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Assigned to EXAX, Inc. reassignment EXAX, Inc. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: HEO, SOON YEONG, JANG, HYUN MYUNG, LEE, EUN JI, SEO, DONG SUNG
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    • HELECTRICITY
    • H05ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05KPRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
    • H05K3/00Apparatus or processes for manufacturing printed circuits
    • H05K3/10Apparatus or processes for manufacturing printed circuits in which conductive material is applied to the insulating support in such a manner as to form the desired conductive pattern
    • H05K3/105Apparatus or processes for manufacturing printed circuits in which conductive material is applied to the insulating support in such a manner as to form the desired conductive pattern by conversion of non-conductive material on or in the support into conductive material, e.g. by using an energy beam
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/52Electrically conductive inks
    • HELECTRICITY
    • H05ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05KPRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
    • H05K2203/00Indexing scheme relating to apparatus or processes for manufacturing printed circuits covered by H05K3/00
    • H05K2203/12Using specific substances
    • H05K2203/121Metallo-organic compounds
    • HELECTRICITY
    • H05ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05KPRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
    • H05K3/00Apparatus or processes for manufacturing printed circuits
    • H05K3/10Apparatus or processes for manufacturing printed circuits in which conductive material is applied to the insulating support in such a manner as to form the desired conductive pattern
    • H05K3/12Apparatus or processes for manufacturing printed circuits in which conductive material is applied to the insulating support in such a manner as to form the desired conductive pattern using thick film techniques, e.g. printing techniques to apply the conductive material or similar techniques for applying conductive paste or ink patterns
    • H05K3/1241Apparatus or processes for manufacturing printed circuits in which conductive material is applied to the insulating support in such a manner as to form the desired conductive pattern using thick film techniques, e.g. printing techniques to apply the conductive material or similar techniques for applying conductive paste or ink patterns by ink-jet printing or drawing by dispensing

Abstract

The present invention relates to solution type silver organo-sol ink for forming electrically conductive patterns. The present invention provides silver organo-sol ink of solution type for forming electrically conductive pattern comprising effective amount of silver aromatic carboxylate and a reactive organic solvents, which can form chelate or complex with silver, are, for example, organic solvents having keton, mercapto, carboxyl, aniline or sulfurous functional group, substituted or unsubstituted. By the present invention, silver organo-sol ink of solution type basically having higher content of silver is obtained. The solution type ink of the present invention can be used for forming conductive patterns in flat panel display such as plasma display panel(PDP) to reduce the numbers of steps for pattern forming drastically.

Description

    TECHNICAL FIELD
  • The present invention relates to silver organo-sol ink, more specifically solution type silver organo-sol ink for forming electrically conductive patterns.
  • BACKGROUND ART
  • Pattern forming technologies used in semiconductor and display industries are classified into 3 categories. One is a subtractive method mainly applied to thin film technologies such as CVD, PVD and sputtering wherein a metal layer is deposited on a substrate, a photo-resist layer is patterned by lithography on the metal layer, and then the metal layer is etched as a pattern. Another is an additive method used in thick film technologies such as screen-printing. The other is a subtractive-additive method adopting both of a subtractive method and an additive method. Pattern forming by an additive method is an economic process, which spares material and decreases number of steps, but additive methods of thick film technologies such as screen-printing are not so fine as thin film technologies, and thus are applied to different processes.
  • If an additive method accomplishes finer patterns, it is more favorable in aspects of environment and cost reduction. For example, attempts to apply an additive method to pattern forming for color filters originally formed by thin film technologies have been made. In this context, pattern forming by inkjet printing has been recently noted.
  • MOD material has been researched since Vest, R.W. tested inks made of MOD material (IEEE Transactions on Components, Hybrids and Manufacturing Technology, 12(4), 545-549, 1987). Kydd, et al in WO98-37133 disclosed inkjet-printing ink consisting of MOD material and particulate metal. U.S. Pat. No. 6,878,184 owned by Kovio Inc. disclosed metal ink of nano-size particle prepared from MOD and a reductant (for example, aldehydes). Many attempts have been made to use ink containing dispersed fine metal particles, especially silver particles for forming electrically conductive pattern. A new inkjet-printing system including nozzles should be devised with inks dispersed with fine metal particles, i.e., fine silver particles because those behave differently from ordinary inks. In addition, additives added to sustain suspension would do harm to the physical properties of patterns formed.
  • In the above-mentioned respect, inks containing MOD (metallo-organic de-composition material)can be applied to traditional inkjet printing devices without severe modification of the system if those are thoroughly solution. Solution inks containing MOD, in addition, can lower the temperature of metalization, and thus can be applied on flexible substrates such as plastic.
  • Korean Patent Publication No. 2004-85470 applied by Haeuncomtec disclosed a metal ink for inkjet-printing consisting of 5˜40t % of silver oxide, 10-20 wt % of lactam, lactone or carbonate and 20-85 wt % of amine. The ink prepared in the example is likely suspension rather than solution considering the dark color of the ink. Emulsifier which may do harm to the physical properties of patterns formed, should be added to the ink to sustain suspension, In addition, maintenance problems concerning nozzle clog caused by particles may arise.
  • Prior arts published to date are listed below as Table 1 and Table 2.
  • TABLE 1
    Patent Documents
    Application
    Date(Publication
    or Registration
    No. Country Applicant(Inventor) Title of Invention No.) Technical Features
    1) US Engelhard(Pascaline metallized 1986, 9, 10(Pat. No. Metal carboxylate,
    Nguyen) substrates and 4808274) alcoholate,
    process for mercaptide,
    producing amino + carboxylate,
    acyl + carboxylate,
    alkoxide
    2) US (Michael G. Seed layer compositions 1990, 4, 27(Pat. No. metal bonded to
    Firmstone, containing 5059242) hydrocarbon
    et al) organogold and through thio,
    organosilver polythio,
    compounds carboxylate bridge
    3) US Degussa Gold(I) mercapto- 1993, 4, 5(Pat. No. 5312480) gold(I)mercaptocarboxyic
    (Lotze; carboxylic acid acid ester
    Marion) esters, method of used for ceramic
    their preparation gold decoration
    and use
    4) PCT Parelec, Material and International Application metal
    Inc. (Kydd; method for 1997, 9, powder + MOD or
    Paul H. □□) printing high conductivity 12(international ROM (reactive
    electrical publication organic medium);
    conductors and WO98-37133) MOD is defined as
    other components organic material
    on thin film bonded to metal
    transistor arrays through hetero
    atoms such as O,
    N, S, P, As and Se
    5) US Kovio, Inc Nanoparticle 2002, 8, 9(Pat. No. particulate ink
    (Rockenberger; synthesis and the 6878184) prepared by
    Joerg) formation of inks reducing MOD(or
    therefrom metal powder +
    RMO) with
    aldehydes
    6) South haeuncomtec Organic silver 2003, 03, 28(Publication 5-40 wt % of
    Korea (Kwangchun- composition, No. Ag + 10-20 wt % of
    Jung) preparing method 2004-84570) (lactam, lacton or
    therefor, inks carbonate + 20-85 wt
    prepared % of amine
    therefrom and
    method for
    forming
    conductive circuit
    with use thereof
  • TABLE 2
    Nonpatent Documents
    No. author Title of Article Publication date Technical features
    1) Teng, K. F., Liquid Ink Jet IEEE Transactions MOD is mentioned as organic
    and Printing with MOD on material bonded to metal
    Vest, R. W. Inks for Hybrid Microcircuits Components, Hybrids through hetero atoms such as
    and Mamufacturing O, N, S and P Specifically,
    Technology, silver neodecanoate and Au
    12(4), 545-549, amine 2-ethylhexoate is examplified.
    1987 Dielectric ink and
    resistance ink are mentioned
    2) Lea Direct Write Metallizations 2000, 8, 18 undergraduate (hfa)Ag(COD),
    Yancey with thesis of (hfa)Cu(BTMS)
    Organometallic Berkely and(hfa)Cu(VTMS) are
    Inks University spayed or printed by inkjet
    printing on heated glass
    annealed and resistance are
    tested
    3) C. Curtis, Metallizations by To be presented at (hfa)Ag(COD)
    Direct-Write the NCPV
    Inkjet Printing Program Review
    Meeting Lakewood,
    Colorado14-17
    October 2001
    4) Alex Synthesis of Single Peer-Reviewed SrCu2O2 from MOD(copper
    Martins Phase SrCu2O2 science formate and strontium acetate)
    on from Liquid Journal 2004, 3, 3 is printed and annealed at
    Precursors 770° C. used as photosemi-
    conductor of solar cell
    5) Kevin Ink-Jet Printing, Macromol. Rapid laminating polymer
    Cheng,* Self-Assembled Commun. 2005, electrolytes PAA and PAH by
    Polyelectrolytes, and 26, 247-264 PEM technology and
    Electroless Plating: patterning the laminar with
    catalyst Na2PdCl4 and
    deposit in copper bath
    electolessly. lower metalization
    is possible
  • DISCLOSURE OF INVENTION Technical Problem
  • The object of the present invention is to provide silver organo-sol ink for forming electrically conductive patterns with good physical properties.
  • The other object of the present invention is to provide silver organo-sol ink, which can be applied to traditional printing methods including inkjet-printing.
  • Technical Solution
  • The present invention provides silver organo-sol ink of solution type for forming electrically conductive pattern comprising effective amount of silver aromatic carboxylate defined as Formulas 1; and solvent dissolving said silver aromatic carboxylate
  • Figure US20110005428A1-20110113-C00001
  • in which R1, R2, R3, R4 and R5 are respectively COOAg+, H, OH or C1 to C9 alkyl. Herein, “organo-sol” means that silver exist as solution state bound to organic material.
  • The said dissolving solvent desirably consists of a reactive organic solvent, which can form chelate or complex with silver, and polar or nonpolar diluent solvent for control of viscosity. The reactive organic solvents, which can form chelate or complex with silver, are, for example, organic solvents having keton, mercapto, carboxyl, aniline or sulfurous functional group, substituted or unsubstituted. The silver aromatic carboxylate is typically 5˜70 wt % of the total ink composition.
  • As a preferred embodiment, the present invention provides silver organo-sol ink of solution type comprising 10 to 50 wt % of silver aromatic carboxylate defined as Formulas 1a; 10 to 60 wt % of reactive organic solvent selected from the group consisting of amine substituted by one or more C1 to C6 hydroxy alkyl and C2 to C16 aliphatic thiol, linear or branched; and residual polar or nonpolar diluent solvent
  • Figure US20110005428A1-20110113-C00002
  • in which R1, R2, R3, R4 and R5 are respectively H, OH or C1 to C9 alkyl. Said silver aromatic carboxylate defined as Formulas 1a is most desirably silver benzoate when R1, R2, R3, R4 and R5 are respectively H.
  • As another preferred embodiment, the present invention provides silver organo-sol ink of solution type comprising 10 to 50 wt % of silver aromatic carboxylate defined as Formulas 1b; 10 to 60 wt % of reactive organic solvent selected from the group consisting of amine substituted by one or more C1 to C6 hydroxy alkyl and C2 to C16 aliphatic thiol, linear or branched; and residual polar or nonpolar diluent solvent
  • Figure US20110005428A1-20110113-C00003
  • in which one among R1, R2, R3, R4 and R5 is COOAg+the others are respectively H, OH or C1 to C9 alkyl, but desirably R3 is COOAg+. Said silver aromatic carboxylate defined as Formulas 1b is most desirably silver phthalate when R3 is COOAg+and the others R1, R2, R3, R4 and R5 are respectively H.
  • As another preferred embodiment, the present invention provides silver organo-sol ink of solution type comprising 10 to 50 wt % of silver aromatic carboxylate defined as Formulas 1c; 10 to 60 wt % of reactive organic solvent selected from the group consisting of amine substituted by one or more C1 to C6 hydroxy alkyl and C2 to C16 aliphatic thiol, linear or branched; and residual polar or nonpolar diluent solvent
  • Figure US20110005428A1-20110113-C00004
  • in which two or more among R1, R2, R3, R4 and R5 are COOAg+, the others are respectively H, OH or C1 to C9 alkyl, but desirably R2 and R4 are COOAg+. Said silver aromatic carboxylate defined as Formulas 1c is most desirably silver trimesate when R2 and R4 are COOAg+and the others R1, R3 and R5 are respectively H.
  • The organo-sol ink of the present invention may further comprise surfactants and/or viscosity controlling agents. In addition, it may comprise further nonconductive polymeric or glassy material as matrix or flux material for silver conductor. The organo-sol ink of the present invention can be applied not only to processes for display manufacturing such as PDP and Rfid but also to other processes such as solar cells wherein conductive patterns are required.
  • Silver aromatic carboxylate defined as Formulas 1 has higher contents of silver, especially, silver benzoate has about 47 wt % of silver per mole of the compound. It has a merit of higher content of metalized silver even if small quantity is adopted.
  • Silver aromatic carboxylate defined as Formulas 1 in the organo-sol ink of the present invention desirably ranges from 5 wt % to 70 wt % of the total ink composition since silver content becomes small below 5 w % and making solution with it becomes difficult above 70 wt %. The preferred range is 10 wt % to 50 wt %. The most preferred range is 20 wt % to 40 wt %. Silver aromatic carboxylate defined as Formulas 1is prepared by reacting silver inorganic acid salt such as silver nitrate with alkali metal salt corresponding to Formulas 1 with silver replaced by alkali metal.
  • The said reactive organic solvent is broadly organic solvent which can form chelate or complex with silver through hetero atom N, O and S ,more preferably, hydrocarbons having keton, mercapto, carboxyl, aniline or sulfurous functional group, substituted or unsubstituted. The most preferred are monoethanolamine, diethanolamine and triethanolamine. The organo-sol ink of the present invention has light color but is basically clear. The viscosity of the initial solution which is prepared by dissolving the silver organic salt in a reactive organic solvent such as ethanolamine ranges about 10,000 to 100,000 cp, and thus it can be used in screen-printing, offset-printing and imprinting. It also can be diluted by diluent such as ethanol or water according to the object of use.
  • Silver organo-sol prepared by dissolving silver aromatic carboxylate in reactive solvent, for example, amine substituted by one or more ethanol may be further diluted with ethylene glycol or water to be deposited on a hydrophilic substrate. On the other hand, it may be diluted with an alcohol of short chain alcohol such as ethanol to be deposited on a substrate having a hydrophobic metal oxide film thereon. It is presumed that the solubility increases drastically because the reactive organic solvent forms complex with the silver aromatic carboxylate by chelating or coordinate covalent bonding.
  • A preferred nonpolar diluent solvent is an aliphatic or aromatic hydrocarbon or mixture thereof. A preferred polar diluent solvent is water or C1 to C12, saturated or unsaturated, mono to tri functional aliphatic alcohol. The organic solvent, for example, is 2-methoxy ethanol, 1,2-hexanediol, benzene, toluene, xylene, dimethylcarbithol, kerosene ethanol, methanol, 2-propanol, chloroform or ethylene glycol.
  • The solution type ink of the present invention can be used for forming conductive patterns in flat panel display such as plasma display panel(PDP) to reduce the numbers of steps for pattern forming drastically. Especially, since metalized silver from the silver organo-sol ink of the present invention is stable at relatively higher temperature, for example, 450˜600° C., more specifically, at 480˜580° C., the silver ink is appropriate for conductive pattern forming in PDP manufacturing wherein sealing and sintering of barrier ribs is carried out around the temperature range.
  • ADVANTAGEOUS EFFECTS
  • By the present invention, silver organo-sol ink of solution type basically having higher content of silver is obtained. The solution type ink of the present invention can be used for forming conductive patterns in flat panel display such as plasma display panel(PDP) to reduce the numbers of steps for pattern forming drastically.
  • BRIEF DESCRIPTION OF THE DRAWINGS
  • FIG. 1 shows IR spectrometer graphs of silver powder, triethanolamine and silver organo-sol ink used by Example 1.
  • FIG. 2 is a photograph showing contact angle against glass of silver organo-sol ink prepared by Example 1.
  • FIG. 3 shows from above respectively (a) SEM images of two scales regarding a sample after heat-treatment at 550° C. for 10 minutes prepared by Example 3, (b) SEM images of two scales regarding a sample prepared by Example 4 after heat-treatment at 550° C. for 10 minutes and (c) SEM images of two scales regarding a sample prepared by Example 5 after heat-treatment at 550° C. for 10 minutes.
  • BEST MODE FOR CARRYING OUT THE INVENTION
  • The present invention is illustrated by examples below. However, such examples presented for the purpose of illustration does not serve as a basis to decide the scope of the invention.
  • Example 1
  • 50 mmol benzoic acid is dissolved in 50 mL of methanol. 50 mmol NaOH dissolved in 50 mL water is added slowly to the benzoic acid solution prepared while stirring to obtain sodium benzoate. 50 mmol silver nitrate dissolved in 50 mL water is added to the sodium benzoate solution, and then white precipitate forms fast. The precipitate is washed to remove unreacted silver nitrate and NaOH with water, filtered and washed several times to remove unreacted benzoic acid with methanol. The filtrant white silver benzoate is sensitive to light and should be dried and stored in dark room or under yellow light.
  • 0.07 mol prepared powder of silver benzoic acid (molecular weight: about 228 g/mol) is dissolved in 0.14 mol triethanolamine and 40 mL ethylene is added to control viscosity. The viscosity of the solution prepared is 15cPs at 25° C. by Brookfield viscometer. Absorption bands around 1000 and 1300 cm−1 characteristic peak of silver solution are also observed by IR spectrometer.
  • The contact angle of the solution against glass substrate is observed to be about 40° C. The glass is coated by the ink solution prepared with a bar coater, heat-treated at 150° C. for 10 minutes and resistance is measured to be 5.5×10−6Ω□□. The coated glass is further heat treated at 500° C. The resistance is 2.505×10−6Ω□□. The solid content of the solution ink is about 63 wt % of the total solution since the weights of the solution coated and residual solid after heat-treatment at 500° C. are respectively 0.5804 g and 0.3656 g.
  • Example 2
  • 50 mmol benzoic acid is dissolved in 50 mL of methanol. 50 mmol NaOH dissolved in 50 mL water is added slowly to the benzoic acid solution prepared while stirring to obtain sodium benzoate. 50 mmol silver nitrate dissolved in 50 mL water is added to the sodium benzoate solution, and then white precipitate forms fast. The precipitate is silver benzoate formed by exchange of Na+ and Ag+ by ionization tendency, washed to remove unreacted silver nitrate and NaOH with water, filtered and further washed several times to remove unreacted benzoic acid with methanol, and dried at 50° C. to obtain final silver benzoate.
  • 0.07 mol prepared powder of silver benzoic acid (molecular weight: about 228g/mol) is dissolved in 0.14 mol OT (octanethiol). Xylene is added so that the viscosity of the solution prepared should be between 13˜15 cps at 25° C. by Brookfield viscometer, and the solution is agitated for 30 minute more.
  • Glass substrate is coated by the ink solution prepared with a bar coater, heat-treated 150° C. for 10 minutes and resistance is measured. The coated glass is further heat-treated at 500° C. The resistance is measured. By the residual solid content of the solution ink after heat-treatment at 500° C. the final silver content is decided. Volumetric resistance with thickness of coated film is measured. The resistance is 2.75×10−6Ω□□.The solid content of the solution ink is about 54.3 wt % of the total solution. Amounts of reagents and measured value are listed in Table 3.
  • Example 3
  • 50 mmol benzoic acid is dissolved in 50 mL methanol. 50 mmol NaOH dissolved in 50 mL water is added slowly to the benzoic acid solution prepared while stirring to obtain sodium benzoate. 50 mmol silver nitrate dissolved in 50 mL water is added to the sodium benzoate solution, and then white precipitate forms fast. The precipitate is silver benzoate formed by exchange of Na+ and Ag+ by ionization tendency, washed to remove unreacted silver nitrate and NaOH with water, filtered and further washed several times to remove unreacted benzoic acid with methanol, and dried at 50° C. to obtain final silver benzoate.
  • 0.21 mol prepared powder of silver benzoic acid (molecular weight: about 228 g/mol) is dissolved in 0.42 mol TEA (triethanol amine). Ethanol is added so that the viscosity of the solution prepared should be 15 cps at 25° C. by Brookfield viscometer, and the solution is agitated for 30 minute more.
  • Glass substrate is coated by the ink solution prepared with a bar coater, heat-treated 150° C. for 10 minutes and resistance is measured. The coated glass is further heat treated at 550° C. The resistance is measured. The microstructure is shown in FIG. 3 According FIG. 3, silver particles are fused together after heat-treatment at 550° C. even on 10,000 times enlarged images. By the residual solid content of the solution ink after heat-treatment at 550° C. the final silver content is decided. Volumetric resistance with thickness of coated film is measured. Amounts of reagents and measured value are listed in Table 3.
  • Example 4
  • Example 4 is carried out the same way as Example 2 except that terephthalic acid is used instead of benzoic acid. The microstructure is shown in FIG. 3. According FIG. 3, silver particles are fused together after heat-treatment at 550° C. even on 10,000 times enlarged images. Volumetric resistance with thickness of coated film is measured. Amounts of reagents and measured value are listed in Table 3.
  • Example 5
  • Example 5 is carried out the same way as Example 2 except that trimesic acid is used instead of benzoic acid. The microstructure is shown in FIG. 3. According FIG. 3, silver particles are fused together after heat-treatment at 550° C. even on 10,000 times enlarged images. Volumetric resistance with thickness of coated film is measured. Amounts of reagents and measured value are listed in Table 3.
  • TABLE 3
    Reactive
    Precursor solvent Solvent resistance
    Amount Amount Amount (10−6 Ω ·
    Example (mol) name (mol) Name (ml) or (g) □)
    1. Ag 1 0.07 TEA 0.14 xylene 40 (ml) 2.505
    2. Ag 1 0.07 OT 0.14 EtOH 40 (ml) 2.75
    3. Ag 1 0.21 EA 0.42 EtOH 58 (g) 9.9
    4. Ag 2 0.21 EA 0.84 EtOH 186 (g) 2.7
    5. Ag 3 0.21 EA 1.26 EtOH 150 (g) 1.1
    *Ag 1; One COOAg Ag 2; Two COOAg Ag 3; Three COOAg
  • INDUSTRIAL APPLICABILITY
  • The solution type ink of the present invention can be used for forming conductive patterns by traditional printing technology, especially by inkjet-printing, in flat panel display such as plasma display panel(PDP) to reduce the numbers of steps for pattern forming drastically.

Claims (18)

1. Silver organo-sol ink of solution type for forming electrically conductive pattern comprising effective amount of silver aromatic carboxylate defined as Formulas 1; and solvent dissolving said silver aromatic carboxylate
Figure US20110005428A1-20110113-C00005
in which R1, R2, R3, R4 and R5 are respectively COOAg+, H, OH or C1 to C9 alkyl.
2. Silver organo-sol ink of solution type according to claim 1, wherein said solvent consists of a reactive organic solvent which can form chelate or complex with silver and polar or nonpolar diluent solvent for control of viscosity.
3. Silver organo-sol ink of solution type according to claim 2, wherein said reactive organic solvent is a hydrocarbon having keton, mercapto, carboxyl, aniline or sulfurous functional group.
4. Silver organo-sol ink of solution type according to claim 3, wherein said nonpolar diluent solvent is an aliphatic or aromatic hydrocarbon and said polar diluent solvent is water or C1 to C12, saturated or unsaturated, mono to tri functional aliphatic alcohol.
5. Silver organo-sol ink of solution type according to claim 4, wherein said silver aromatic carboxylate is 5 to 70 wt % of the total silver organo-sol ink.
6. Silver organo-sol ink of solution type according to claim 5, wherein said silver aromatic carboxylate defined as Formulas 1a is 10 to 50 wt % of the total silver organo-sol ink, said reactive organic solvent selected from the group consisting of amine substituted by one or more C1 to C6 hydroxy alkyl and C2 to C16 aliphatic thiol, is 10 to 60 wt % of the total silver organo-sol ink
Figure US20110005428A1-20110113-C00006
in which R1, R2, R3, R4 and R5 are respectively H, OH or C1 to C9 alkyl.
7. Silver organo-sol ink of solution type according to claim 6, wherein said silver aromatic carboxylate defined as Formulas 1a is silver benzoate.
8. Silver organo-sol ink of solution type according to claim 5, wherein said silver aromatic carboxylate defined as Formulas 1b is 10 to 50 wt % of the total silver organo-sol ink, said reactive organic solvent selected from the group consisting of amine substituted by one or more C1 to C6 hydroxy alkyl and C2 to C16 aliphatic thiol, is 10 to 60 wt % of the total silver organo-sol ink
Figure US20110005428A1-20110113-C00007
in which one R1, R2, R3, R4 and R5 is COOAg+and the others are respectively H, OH or C1 to C9 alkyl.
9. Silver organo-sol ink of solution type according to claim 8, wherein R3 is COOAg+and R1, R2, R4 and R5 are respectively H, OH or C1 to C9 alkyl.
10. Silver organo-sol ink of solution type according to claim 9, wherein said silver aromatic carboxylate defined as Formulas 1b is silver phthalate.
11. Silver organo-sol ink of solution type according to claim 5, wherein said silver aromatic carboxylate defined as Formulas 1b is 10 to 50 wt % of the total silver organo-sol ink, said reactive organic solvent selected from the group consisting of amine substituted by one or more C1 to C6 hydroxy alkyl and C2 to C16 aliphatic thiol, is 10 to 60 wt % of the total silver organo-sol ink
Figure US20110005428A1-20110113-C00008
in which two or more among R1, R2, R3, R4 and R5 are COOAg+, the others are respectively H, OH or C1 to C9 alkyl.
12. Silver organo-sol ink of solution type according to claim 11, wherein R2 and R4 are COOAg+and R1, R3 and R5 are respectively H, OH or C1 to C9 alkyl.
13. Silver organo-sol ink of solution type according to claim 12, wherein said silver aromatic carboxylate defined as Formulas 1c is silver trimesate.
14. Silver organo-sol ink of solution type according to any one of claim 1 to claim 13, wherein said silver organo-sol ink is used for electrically conductive patterns by inkjet-printing.
15. Silver organo-sol ink of solution type according to claim 14, wherein said silver aromatic carboxylate is 20 to 40 wt % of the total silver organo-sol ink.
16. Silver organo-sol ink of solution type according to claim 15, wherein said reactive solvent is ethanolamine, diethanolamine or triethanolamine.
17. Silver organo-sol ink of solution type according to claim 16, wherein said nonpolar diluent solvent is an aliphatic or aromatic hydrocarbon or mixture thereof said polar diluent solvent is water or C1 to C12 saturated or unsaturated mono to tri functional aliphatic alcohol.
18. Silver organo-sol ink of solution type according to claim 17, wherein said nonpolar diluent solvent is benzene, toluene, xylene.
US12/065,662 2005-09-07 2005-12-02 Silver organo-sol ink for forming electronically conductive patterns Expired - Fee Related US7976737B2 (en)

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EP1922590B1 (en) 2010-11-24
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